4-CHLORO-2-METHYL-5,6,7,8-TETRAHYDRO[1]BENZOTHIENO[2,3-D]PYRIMIDINE

Base Information

• Chemical Name: 4-CHLORO-2-METHYL-5,6,7,8-TETRAHYDRO[1]BENZOTHIENO[2,3-D]PYRIMIDINE
• CAS No.: 81765-97-1
• Molecular Formula: C11H11ClN2S
• Molecular Weight: 238.741
• Hs Code.: 2934999090
• Mol file: 81765-97-1.mol

Synonyms:NSC 153328;4-Chloro-2-methyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine;

Chemical Property of 4-CHLORO-2-METHYL-5,6,7,8-TETRAHYDRO[1]BENZOTHIENO[2,3-D]PYRIMIDINE

Chemical Property:

• Vapor Pressure: 0.00106mmHg at 25°C
• Melting Point: 94 °C
• Refractive Index: 1.669
• Boiling Point: 310.9 °C at 760 mmHg
• PKA: 1.27±0.20(Predicted)
• Flash Point: 141.8 °C
• PSA: 54.02000
• Density: 1.367 g/cm³
• LogP: 3.53190
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

4-Chloro-2-methyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-chloro-2-methyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine is a useful reactant for the synthesis of thieno[2,?3-?d]?pyrimidines and furo[2,?3-?d]?pyrimidines derivatives, for the use as c-?Met inhibitiors as a potential antitumor agents.

Technology Process of 4-CHLORO-2-METHYL-5,6,7,8-TETRAHYDRO[1]BENZOTHIENO[2,3-D]PYRIMIDINE

There total 4 articles about 4-CHLORO-2-METHYL-5,6,7,8-TETRAHYDRO[1]BENZOTHIENO[2,3-D]PYRIMIDINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

2-methyl-5,6,7,8-tetrahydrobenzo<4,5>thieno<2,3-d>pyrimidin-4(3H)-one (19819-15-9) → 4-chloro-2-methyl-5,6,7,8-tetrahydro<1>benzothieno<2,3-d>pyrimidine (81765-97-1)

Guidance literature:

With trichlorophosphate; for 3h; Heating;

Reference yield: 68.0%

2-methyl-4-hydroxy-5,6,7,8-tetrahydrobenzothieno<2,3-d>pyrimidine (19819-15-9) → 4-chloro-2-methyl-5,6,7,8-tetrahydro<1>benzothieno<2,3-d>pyrimidine (81765-97-1)

Guidance literature:

With trichlorophosphate; for 12h; Heating;

Reference yield:

ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate (4506-71-2) → 4-chloro-2-methyl-5,6,7,8-tetrahydro<1>benzothieno<2,3-d>pyrimidine (81765-97-1)

Guidance literature:

Multi-step reaction with 2 steps

1: t-BuOK / 120 °C / microwave irradiation

2: POCl₃ / 0.17 h / 120 °C / microwave irradiation

With potassium tert-butylate; trichlorophosphate;

DOI:10.1248/cpb.55.776

upstream raw materials:

2-methyl-4-hydroxy-5,6,7,8-tetrahydrobenzothieno<2,3-d>pyrimidine

2-methyl-5,6,7,8-tetrahydrobenzo<4,5>thieno<2,3-d>pyrimidin-4(3H)-one

ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

cyclohexanone

Downstream raw materials:

N-(4-methoxyphenyl)-N,2-dimethyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-amine

N-(3-fluoro-4-(2-methyl-7,8-dihydro-6H-cyclohexa[4.5]thieno[2,3-d]pyrimidin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide

C₁₇H₁₆FN₃OS

4-Methyl-7,8,9,10-tetrahydro-6-thia-1,2,3,3a,5-pentaaza-cyclopenta[c]fluorene

Refernces

• 1、 Chitikina, Satya Sri,Buddiga, Praveen,Deb, Pran Kishore,Mailavaram, Raghu Prasad,Venugopala, Katharigatta N.,Nair, Anroop B.,Al-Jaidi, Bilal,Kar, Supratik. "Synthesis and anthelmintic activity of some novel (E)-2-methyl/propyl-4-(2-(substitutedbenzylidene)hydrazinyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidines". . p. 1600 - 1610. Retrieved 2020/07/13.
• 2、 Bassetto, Marcella,Leyssen, Pieter,Neyts, Johan,Yerukhimovich, Mark M.,Frick, David N.,Brancale, Andrea. "Computer-aided identification, synthesis and evaluation of substituted thienopyrimidines as novel inhibitors of HCV replication". supporting information. p. 31 - 47. Retrieved 2016/08/01.